Sponsored

  • Jazz at Pierson Park

    Jazz at Pierson Park
    Pierson Park 238 West Main Street, Tarrytown, NY, United States

    Enjoy eight free Friday evenings of Jazz at Tarrytown's waterfront Pierson Park. Bring a picnic dinner or enjoy local food truck fare while watching the sun set over the Hudson River. 2022 Schedule: Fridays, July 8 through August 26. July 8: Yaacov Mayman - Organ Quartet July 15 – Sheryl Bailey & The SBQ July …

    Free
  • Canceled Tarrytown Outdoor Summer Concert Series

    Pierson Park 238 West Main Street, Tarrytown, NY, United States

    Tarrytown Outdoor Summer Concert Series returns with eleven free evenings of live music at Pierson Park. Enjoy local bands while watching the sun set over the Hudson River! Pack a picnic dinner, chairs or a blanket. Local favorite food trucks are usually on hand to serve up delicious fare, and there are lots of dinner-to-go …

    Free
  • Jazz at Pierson Park

    Jazz at Pierson Park
    Pierson Park 238 West Main Street, Tarrytown, NY, United States

    Enjoy eight free Friday evenings of Jazz at Tarrytown's waterfront Pierson Park. Bring a picnic dinner or enjoy local food truck fare while watching the sun set over the Hudson River. 2022 Schedule: Fridays, July 8 through August 26. July 8: Yaacov Mayman - Organ Quartet July 15 – Sheryl Bailey & The SBQ July …

    Free
  • Jazz at Pierson Park

    Jazz at Pierson Park
    Pierson Park 238 West Main Street, Tarrytown, NY, United States

    Enjoy eight free Friday evenings of Jazz at Tarrytown's waterfront Pierson Park. Bring a picnic dinner or enjoy local food truck fare while watching the sun set over the Hudson River. 2022 Schedule: Fridays, July 8 through August 26. July 8: Yaacov Mayman - Organ Quartet July 15 – Sheryl Bailey & The SBQ July …

    Free
  • Jazz at Pierson Park

    Jazz at Pierson Park
    Pierson Park 238 West Main Street, Tarrytown, NY, United States

    Enjoy eight free Friday evenings of Jazz at Tarrytown's waterfront Pierson Park. Bring a picnic dinner or enjoy local food truck fare while watching the sun set over the Hudson River. 2022 Schedule: Fridays, July 8 through August 26. July 8: Yaacov Mayman - Organ Quartet July 15 – Sheryl Bailey & The SBQ July …

    Free
  • Jazz at Pierson Park

    Jazz at Pierson Park
    Pierson Park 238 West Main Street, Tarrytown, NY, United States

    Enjoy eight free Friday evenings of Jazz at Tarrytown's waterfront Pierson Park. Bring a picnic dinner or enjoy local food truck fare while watching the sun set over the Hudson River. 2022 Schedule: Fridays, July 8 through August 26. July 8: Yaacov Mayman - Organ Quartet July 15 – Sheryl Bailey & The SBQ July …

    Free
  • Jazz at Pierson Park

    Jazz at Pierson Park
    Pierson Park 238 West Main Street, Tarrytown, NY, United States

    Enjoy eight free Friday evenings of Jazz at Tarrytown's waterfront Pierson Park. Bring a picnic dinner or enjoy local food truck fare while watching the sun set over the Hudson River. 2022 Schedule: Fridays, July 8 through August 26. July 8: Yaacov Mayman - Organ Quartet July 15 – Sheryl Bailey & The SBQ July …

    Free
  • Revolution on the Hudson!

    Pierson Park 238 West Main Street, Tarrytown, NY, United States

    At this Living History Experience on the shores of the Hudson River you'll meet Revolutionary War soldiers, spies and traitors, generals and women. See military horses and Lenape crafts. Explore a military encampment, watch blacksmithing, weaving, fife & drum demonstrations. There will also be music and shows on the outdoor stage There will be food trucks on …

    Free
  • St. Patrick’s Day Parade

    Main Street, Tarrytown Main Street, Tarrytown, NY, United States

    The 27th annual Tarrytown and Sleepy Hollow St. Patrick's Day Parade steps off at 1:30pm on Main Street in Tarrytown and proceeds north on Route 9 (Broadway) Beekman Avenue in Sleepy Hollow. Plenty of toys (for sale) for the kids! Dogs welcome but MUST be leashed at all times!

    Free
  • Tarrytown Street Fair

    Main Street, Tarrytown Main Street, Tarrytown, NY, United States

    The Sleepy Hollow Tarrytown Chamber of Commerce’s annual Tarrytown Street Fair takes place this year on Sunday, June 4th. Main Street transforms into an outdoor market with food, music, local retailers, arts & crafts, souvenirs and more! Explore more local shopping at Tarrytown's and Sleepy Hollow's galleries, gift shops and antique stores.

    Free
  • Tarrytown Outdoor Summer Concert Series

    Pierson Park 238 West Main Street, Tarrytown, NY, United States

    Tarrytown Outdoor Summer Concert Series returns with ten free evenings of live music at Pierson Park. Enjoy local bands while watching the sun set over the Hudson River! Pack a picnic dinner, chairs or a blanket. Local favorite food trucks are usually on hand to serve up delicious fare, and there are lots of dinner-to-go …

    Free
  • Tarrytown Outdoor Summer Concert Series

    Tarrytown Outdoor Summer Concert Series
    Pierson Park 238 West Main Street, Tarrytown, NY, United States

    Tarrytown Outdoor Summer Concert Series returns with ten free evenings of live music at Pierson Park. Enjoy local bands while watching the sun set over the Hudson River! Pack a picnic dinner, chairs or a blanket. Local favorite food trucks are usually on hand to serve up delicious fare, and there are lots of dinner-to-go …

    Free
  • Tarrytown Outdoor Summer Concert Series

    Pierson Park 238 West Main Street, Tarrytown, NY, United States

    Tarrytown Outdoor Summer Concert Series returns with ten free evenings of live music at Pierson Park. Enjoy local bands while watching the sun set over the Hudson River! Pack a picnic dinner, chairs or a blanket. Local favorite food trucks are usually on hand to serve up delicious fare, and there are lots of dinner-to-go …

    Free
  • Jazz at Pierson Park

    Jazz at Pierson Park
    Pierson Park 238 West Main Street, Tarrytown, NY, United States

    Enjoy eight free Friday evenings of Jazz at Tarrytown's waterfront Pierson Park. Bring a picnic dinner or enjoy local food truck fare while watching the sun set over the Hudson River. 2023 Schedule: Fridays, July 7th through August 25th. July 7: Kim Clarke & Friends July 14 – Anaïs Reno Quartet July 21 – Folklore …

    Free
  • Tarrytown Outdoor Summer Concert Series

    Pierson Park 238 West Main Street, Tarrytown, NY, United States

    Tarrytown Outdoor Summer Concert Series returns with ten free evenings of live music at Pierson Park. Enjoy local bands while watching the sun set over the Hudson River! Pack a picnic dinner, chairs or a blanket. Local favorite food trucks are usually on hand to serve up delicious fare, and there are lots of dinner-to-go …

    Free
  • Jazz at Pierson Park

    Jazz at Pierson Park
    Pierson Park 238 West Main Street, Tarrytown, NY, United States

    Enjoy eight free Friday evenings of Jazz at Tarrytown's waterfront Pierson Park. Bring a picnic dinner or enjoy local food truck fare while watching the sun set over the Hudson River. 2023 Schedule: Fridays, July 7th through August 25th. July 7: Kim Clarke & Friends July 14 – Anaïs Reno Quartet July 21 – Folklore …

    Free
  • Tarrytown Outdoor Summer Concert Series

    Pierson Park 238 West Main Street, Tarrytown, NY, United States

    Tarrytown Outdoor Summer Concert Series returns with ten free evenings of live music at Pierson Park. Enjoy local bands while watching the sun set over the Hudson River! Pack a picnic dinner, chairs or a blanket. Local favorite food trucks are usually on hand to serve up delicious fare, and there are lots of dinner-to-go …

    Free
  • Jazz at Pierson Park

    Jazz at Pierson Park
    Pierson Park 238 West Main Street, Tarrytown, NY, United States

    Enjoy eight free Friday evenings of Jazz at Tarrytown's waterfront Pierson Park. Bring a picnic dinner or enjoy local food truck fare while watching the sun set over the Hudson River. 2023 Schedule: Fridays, July 7th through August 25th. July 7: Kim Clarke & Friends July 14 – Anaïs Reno Quartet July 21 – Folklore …

    Free
  • Tarrytown Outdoor Summer Concert Series

    Pierson Park 238 West Main Street, Tarrytown, NY, United States

    Tarrytown Outdoor Summer Concert Series returns with ten free evenings of live music at Pierson Park. Enjoy local bands while watching the sun set over the Hudson River! Pack a picnic dinner, chairs or a blanket. Local favorite food trucks are usually on hand to serve up delicious fare, and there are lots of dinner-to-go …

    Free
  • Jazz at Pierson Park

    Jazz at Pierson Park
    Pierson Park 238 West Main Street, Tarrytown, NY, United States

    Enjoy eight free Friday evenings of Jazz at Tarrytown's waterfront Pierson Park. Bring a picnic dinner or enjoy local food truck fare while watching the sun set over the Hudson River. 2023 Schedule: Fridays, July 7th through August 25th. July 7: Kim Clarke & Friends July 14 – Anaïs Reno Quartet July 21 – Folklore …

    Free
  • Tarrytown Outdoor Summer Concert Series

    Pierson Park 238 West Main Street, Tarrytown, NY, United States

    Tarrytown Outdoor Summer Concert Series returns with ten free evenings of live music at Pierson Park. Enjoy local bands while watching the sun set over the Hudson River! Pack a picnic dinner, chairs or a blanket. Local favorite food trucks are usually on hand to serve up delicious fare, and there are lots of dinner-to-go …

    Free
  • Jazz at Pierson Park

    Jazz at Pierson Park
    Pierson Park 238 West Main Street, Tarrytown, NY, United States

    Enjoy eight free Friday evenings of Jazz at Tarrytown's waterfront Pierson Park. Bring a picnic dinner or enjoy local food truck fare while watching the sun set over the Hudson River. 2023 Schedule: Fridays, July 7th through August 25th. July 7: Kim Clarke & Friends July 14 – Anaïs Reno Quartet July 21 – Folklore …

    Free
  • Tarrytown Outdoor Summer Concert Series

    Pierson Park 238 West Main Street, Tarrytown, NY, United States

    Tarrytown Outdoor Summer Concert Series returns with ten free evenings of live music at Pierson Park. Enjoy local bands while watching the sun set over the Hudson River! Pack a picnic dinner, chairs or a blanket. Local favorite food trucks are usually on hand to serve up delicious fare, and there are lots of dinner-to-go …

    Free

There's something for everyone in Sleepy Hollow Country—farmers markets, live music, street fairs, historic homes, hiking trails, kayaking and boating on the Hudson River. Halloween season brings even more for the whole family—haunted hayrides, blazing pumpkins, costumed 10K run, Halloween parade, and of course, the Headless Horseman! For the latest on Fall events, visit our guide to Halloween in Sleepy Hollow.